471-32-9

Upstream product

• 75-15-0 carbon disulfide 
• 26648-11-3 potassium hydrazine carbodithioate 

Downstream Products

• 14673-46-2 5-phenyl-3-aminothiazolidine-2-thion-4-one 
• 1438-16-0 3-aminorhodanine 
• 404594-83-8 bis(mercaptothioformylhydrazido)phthalate 
• 5397-03-5 hydrazinecarbodithioic acid methyl ester 
• 34930-10-4 S-(2-methylbenzyl)dithiocarbazate 
• 2231-57-4 Thiocarbohydrazide 
• 1072-71-5 2,5-Dimercapto-1,3,4-thiadiazole 
• 6610-29-3 4-methylthiosemicarbazide 
• 34930-11-5 S-(4-methylbenzyl)dithiocarbazate 
• 401641-23-4 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole 
• 5757-37-9 5,5-dimethyl-[1,3,4]thiadiazolidine-2-thione 

Relevant academic research and scientific papers

Preparation process of 4-methylthiosemicarbazide

The invention relates to a preparation process of 4-methylthiosemicarbazide, and belongs to the technical field of pharmaceutical chemicals. The preparation method comprises the following steps: adding hydrazine hydrate into a reaction bottle, dropwise adding carbon disulfide at 20-25 DEG C for 2-3 hours, and keeping the temperature at 20-25 DEG C for 1-2 hours after dropwise adding is finished; controlling the temperature to be 25-30 DEG C, dropwise adding monomethylamine into the reaction bottle for 1-2 hours, introducing nitrogen at the temperature of 70-75 DEG C after dropwise adding is finished, performing refluxing for 1-2 hours, and blowing off hydrogen sulfide gas generated by the reaction; and performing cooling to 0-5 DEG C, performing filtering to obtain an MTSC wet product, carrying out vacuum drying at 55 DEG C for 3 hours, performing heating to 70 DEG C, carrying out vacuum drying for 2-3 hours, and controlling the moisture content to be less than 0.1% to obtain white crystal powder 4-methylthiosemicarbazide. The preparation process is scientific and reasonable in design, wide in raw material source, low in cost, simple in step, green and pollution-free, improves theproduction efficiency, and is beneficial to industrial production.

Synthesis of Novel Triazolyl Thiourea Derivatives and Their Antibacterial Activity

4-Amino-5-methyl-2,4-dihydro-3H-1,2,4-triazole-3-thione was synthesized in three steps from carbon disulfide, hydrazine hydrate, and acetic acid. Its reaction with benzoyl isothiocyanates prepared from substituted benzoyl chlorides and ammonium thiocyanate afforded the corresponding N-benzoyl-N′-triazolyl-thioureas. The obtained compounds were screened for antibacterial activity against Staphylococcus aureus (ATCC 25923), Staphylococcus epidermidis (ATCC 12228), Enterococcus faecalis (ATCC 29212), Escherichia coli (ATCC 25922), and Pseudomonas aeruginosa (ATCC 27853). Their antibacterial activity against gram-positive bacteria was higher than against gram-negative bacteria, and derivatives containing electron-withdrawing groups were more active than those with electron-donating substituents.

Synthesis of New N-Benzoyl-N'-Triazine Thiourea Derivatives and Their Antibacterial Activity

Abstract: A series of new N-benzoyl-N'-triazine thiourea derivatives have been synthesized via the reaction of 4-amino-6-methyl-3-thioxo-3,4-dihydro-1,2,4-triazin-5(2H)-one with benzoyl chloride derivatives and ammonium thiocyanate in acetone under reflux conditions. 4-Amino-6-methyl-3-thioxo-3,4-dihydro-1,2,4-triazin-5(2H)-one was prepared from the reaction of two equivalents of hydrazine hydrate with carbon disulfide and sodium pyruvate. The chemical structure of thioureas was confirmed using FT-IR, 1H NMR, 13C NMR, and high-resolution mass spectrometry, and elemental analysis. The synthesized thioureas were assayed for their antibacterial activity against both gram-positive (Micrococcusluteus and Bacilluscereus) and gram-negative (Pseudomonasaeruginosa and Escherichiacoli) bacteria using the agar well diffusion method.

Isolation, characterization and X-ray structure determination of 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole

The reaction of hydrazine hydrate with carbon disulfide and 4-methylbenzyl chloride in basic solution yielded 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole (C18H18N2S3, compound 1) in addition to the expected S-4-methylbenzyldithiocarbazate. The molecule has approximate twofold symmetry with the C=S bond lying on the pseudo axis. The five membered ring is planar with the three S atoms mutually syn, and with pendent 4-methylbenzylthio substituents; the dihedral angle between the terminal rings is 52.21(7). The compound 1 crystallizes in the triclinic space group P 1 with a = 6.0139(3) A, b = 11.8694(7) A, c = 12.6330(7) A, α = 72.583(5), β = 82.827(4), γ = 89.882(4) and Z = 2. Graphical Abstract: In situ cyclization of an authenticated dithiocarbazate gave rise to a supramolecular layerered assembly of new molecules containing a 1,3,4-thiadiazole ring system having a strictly planar central core with mutually syn sulfur atoms and terminal aryl groups twisted out of this plane.[Figure not available: see fulltext.]

Effect of substitution at N″-position of N′-hydroxy-N-amino guanidines on tumor cell growth

Structural modification of one of our earlier reported lead molecule (ABNM13) has been carried out to study the effect of different substituents at the N″-position of N-hydroxy-N′-amino guanidines (HAGs) on their anticancer activity. Compounds with electron donating substituents were found to be less active. In contrast, those with electron withdrawing groups were found favorable for anticancer activity. The obtained results provide significant SAR information that may be useful for further drug designing with HAGs.

Isatin-β-thiosemicarbazones as potent herpes simplex virus inhibitors

A series of isatin-β-thiosemicarbazones have been designed and evaluated for antiviral activity against herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2) in a plaque reduction assay. Their cytotoxicity was examined using human rhabdomyosarcoma cells (RD cells). Several derivatives of isatin-β-thiosemicarbazone exhibited significant and selective antiviral activity with low cytotoxicity. It was found that the thiourea group at thiosemicarbazone and the NH functionality at isatin were essential for their antiherpetic activity. The synthesis and structure-activity relationship studies are presented.

Synthesis, antimicrobial and anticancer activity of new thiosemicarbazone derivatives

Thiosemicarbazones of p-aminobenzoic acid (PABA) were synthesized and tested for their antimicrobial and anticancer activity. Hydroxamate derivatives 4a-4l were found to have better antimicrobial and anticancer activity than their acid counterpart. Compound 4d was found to have good antimicrobial activity against Escherichia coli, Klebsiella pneumoniae, Staphylococcus aureus, Vibrio cholerae, and Bacillus subtilis with IC50 value of about 1 aμM. Compound 4f showed potent antifungal activity against Candida albicans (IC50a=a1.29 aμM) and compound 4h showed potent anticancer activity (IC50a=a0.07 aμM). Hydroxamate derivatives 4a-4l were found to show better antimicrobial and anticancer activity in compariosn with their acid counterparts 3a-3l. Copyright

Synthesis, characterisation and biological activities of 2-methylbenzyl 2-(dipyridin-2-yl methylene) hydrazinecarbodithioate

A new tridentate nitrogen-sulphur Schiff base has been synthesised from the condensation of di-2-pyridylketone and a novel dithiocarbazate, S-2-methylbenzyl-dithiocarbazate (S2MBDTC). The Schiff base was characterized using various physico-chemical and sp

Design, synthesis and anticancer activity of piperazine hydroxamates and their histone deacetylase (HDAC) inhibitory activity

Six compounds were synthesized with piperazine in linker region and hydroxamate as Zinc Binding Group (ZBG). They were screened against three cancer cell-lines (NCIH460; HCT116; U251). Compounds 5c and 5f with GI50 value of 9.33 ± 1.3 μM and 12.03 ± 4 μM, respectively, were tested for their inhibitory potential on hHDAC8. Compound 5c had IC50 of 33.67 μM. Compounds were also screened for their anticancer activity against HL60 human promyelocytic leukemia cell line due to the presence of pharmacophoric features of RR inhibitors in them. Compound 5c had IC 50 of 0.6 μM at 48 h.

trans-cis S-benzyl dithiocarbazate

In the crystal structure of C8H10N2S2, the molecules are linked by hydrogen bonds between the iminogroup and the thione-S atoms to form a chain. The dithiocarbazate moiety is rotated by 85.8° with respect to the phenyl ring. The cis-trans conformation is observed in unsubstituted esters and trans-cis in substituted esters. Two conformers of S-methyl dithiocarbazate were obtained in solid state by recrystallization from ethanol at room temperature. The H atom attached to the imino N atom acts as the hydrogen-bond donor.